Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100% …More

4.3 (4)

Backwater Wildlife and Boat Tour

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100%...

2 to 4 hours Free Cancellation

4.3 (4)

from
$330

Discover the breathtaking beauty of Curaçao’s west coast on this full-day adventure, where pristine white-sand beaches, turquoise waters, and unique wildlife encounters await. Your journey …More

4.3 (4)

All West Beach Hopping Trip

Discover the breathtaking beauty of Curaçao’s west coast on this full-day adventure, where pristine white-sand beaches, turquoise waters, and unique wildlife encounters await. Your journey...

6 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$90

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of …More

Montego Bay, Jamaica

4.0 (4)

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$150

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to …More

4.0 (2)

Antigua private Jeep Adventure

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to...

2 hours 30 minutes Free Cancellation

4.0 (2)

from
$110

ATV off road monkeys & plantation tours from amber cove taino B

Experience an unforgettable VIP experience in Puerto Plata with your exclusive ATV and Monkeys tour! Feel the excitement as you cruise scenic trails in an …More

Puerto Plata, Dominican Republic

4.0 (2)

ATV off road monkeys & plantation tours from amber cove taino B

Experience an unforgettable VIP experience in Puerto Plata with your exclusive ATV and Monkeys tour! Feel the excitement as you cruise scenic trails in an...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$165

Highlights - Head to the hidden Saona Island from Bayahibe aboard a thrilling speedboat or a cruising catamaran - Take a dip near a sandbar …More

Punta Cana, Dominican Republic

3.7 (6)

Saona Island by Paradise Travel

Highlights - Head to the hidden Saona Island from Bayahibe aboard a thrilling speedboat or a cruising catamaran - Take a dip near a sandbar...

7 to 8 hours Hotel pickup offered Free Cancellation

3.7 (6)

from
$80

We present the only jet ski tour in Punta Cana, Dominican Republic. Enjoy the perfect mix between Adrenaline and Nature. For the duration of the …More

Punta Cana, Dominican Republic

3.5 (6)

Only Jet Ski Tour in Punta Cana

We present the only jet ski tour in Punta Cana, Dominican Republic. Enjoy the perfect mix between Adrenaline and Nature. For the duration of the...

5 hours Hotel pickup offered Free Cancellation

3.5 (6)

from
$100

Visit Jamaica's fascinating Mystic Lagoon on a night cruise! Cruise around the glowing lagoon in a small boat at night with your expert guide and …More

Montego Bay, Jamaica

3.5 (6)

Mystic Lagoon Guided Boat Ride and Swim

Visit Jamaica's fascinating Mystic Lagoon on a night cruise! Cruise around the glowing lagoon in a small boat at night with your expert guide and...

3 hours Hotel pickup offered Free Cancellation

3.5 (6)

from
$80

Home to the Caribbean’s finest dinning and exquisite restaurants, join us and experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight! …More

Grand Case, St Maarten

3.7 (3)

Culinary Culture Delight Top Seller

Home to the Caribbean’s finest dinning and exquisite restaurants, join us and experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight!...

3 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$210

Our tour is unmatched and highly rated, we go above and beyond to ensure that not only do our guests have a good time soaking …More

3.7 (3)

Rum Runners Pub Crawl

Our tour is unmatched and highly rated, we go above and beyond to ensure that not only do our guests have a good time soaking...

3 hours 30 minutes Free Cancellation

3.7 (3)

from
$135

Shore Excursion: Small Group St Thomas Highlights Tour

This small group tour is the best way to see the Island still leaving time for you to see St Thomas yourself whilst in port. …More

4.0 (1)

Shore Excursion: Small Group St Thomas Highlights Tour

This small group tour is the best way to see the Island still leaving time for you to see St Thomas yourself whilst in port....

2 hours Free Cancellation

4.0 (1)

from
$157

Secret Harbour Beach Transfer from CruiseShip-Snorkeling Optional

Secret Harbor Beach Resort is a tropical paradise with palm trees, hammocks and loungers located on Nazareth Bay on the East End of St. Thomas. …More

Cruz Bay, US Virgin Islands

3.3 (3)

Secret Harbour Beach Transfer from CruiseShip-Snorkeling Optional

Secret Harbor Beach Resort is a tropical paradise with palm trees, hammocks and loungers located on Nazareth Bay on the East End of St. Thomas....

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$50

Excursion from Punta Cana to Santo Domingo with transfers included.

Full-Day City Tour of Santo Domingo Close your eyes and there you are! Dive into history because of the encouragement of America's first street. Take …More

Punta Cana, Dominican Republic

3.1 (7)

Excursion from Punta Cana to Santo Domingo with transfers included.

Full-Day City Tour of Santo Domingo Close your eyes and there you are! Dive into history because of the encouragement of America's first street. Take...

6 to 8 hours Hotel pickup offered Free Cancellation

3.1 (7)

from
$79

Private Beach Relaxation W/ Transfer and Lunch & Booz

So many excursions in 1 day! This is a highly trusted Guided Tour around the Island of Grand Turk to the final location Anuka Beach, …More

3.7 (3)

Private Beach Relaxation W/ Transfer and Lunch & Booz

So many excursions in 1 day! This is a highly trusted Guided Tour around the Island of Grand Turk to the final location Anuka Beach,...

2 hours 30 minutes

3.7 (3)

from
$288

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but …More

Punta Cana, Dominican Republic

4.0 (1)

Cultural Safari Tour from Punta Cana

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$85

Punta Cana: Adults Only Party Boat,Open Bar & Snorkeling

Get ready for the ultimate Punta Cana Party Boat experience with Jhoraji Tours! This isn't just a boat ride — it's a Caribbean celebration filled …More

Punta Cana, Dominican Republic

3.5 (2)

Punta Cana: Adults Only Party Boat,Open Bar & Snorkeling

Get ready for the ultimate Punta Cana Party Boat experience with Jhoraji Tours! This isn't just a boat ride — it's a Caribbean celebration filled...

6 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$60

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip …More

Santo Domingo, Dominican Republic

4.0 (1)

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip...

6 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$175

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique …More

Lucea, Jamaica

4.0 (1)

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

Portland Nature and Eco Tour -From Montego Bay, Negril, Ocho Rios

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and …More

Lucea, Jamaica

4.0 (1)

Portland Nature and Eco Tour -From Montego Bay, Negril, Ocho Rios

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and...

10 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

Iconic Highlights and historical Tour in Santo Domingo

Immerse yourself in history with our Santo Domingo Colonial Heritage Tour, exploring the oldest city in the Americas! Discover the rich cultural tapestry of Santo …More

Santo Domingo, Dominican Republic

3.5 (2)

Iconic Highlights and historical Tour in Santo Domingo

Immerse yourself in history with our Santo Domingo Colonial Heritage Tour, exploring the oldest city in the Americas! Discover the rich cultural tapestry of Santo...

10 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$75

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?